The Thermal Reaction of 3-Acetylguaiazulene with Sulfur

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概要

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• When 3-acetylguaiazulene was heated with sulfur at 200°C, three new azulenoids were obtained, in addition to the S-guaiazulene formed by the loss of the acetyl group; the structures were established as 2-acetylguaiazulene, 6-acetyl-, and 7-acetyl-3,5,8-trimethylazuleno [6,5-<I>b</I>] thiophenes. From the experimental results it became obvious that a sulfur atom linked one methyl carbon atom of the isopropyl group with the C<SUB>6</SUB>-azulene-ring carbon atom in 3-acetylguaiazulene, resulting in the formation of a thiophene ring, and also that the loss and the migration of the acetyl group took place in 3-acetylguaiazulene as well. The acetyl migration in this compound was ascertained to be a simple thermal reaction and to occur in one direction, from C<SUB>3</SUB> to C<SUB>2</SUB>.

• 公益社団法人 日本化学会の論文

著者

• Kurokawa Shinji

  Department of Chemistry, Faculty of Education, Saga University

関連論文

• Synthesis of 4,8-dimethyl-5,7-nonamethyleneazulene.
• Thermolysis of phenyl 3-guaiazulenecarboxyate and the p-acetyl and p-methoxy derivatives.
• Synthesis of 2-(1-azulenyl)ethanamine derivatives by aminoethylation of azulenes with aziridines.
• The Thermal Reaction of 3-Formylguaiazulene
• The Thermal Reaction of 3-Acetylguaiazulene with Sulfur
• Synthesis of 2-(4-azulenyl)ethanamine derivatives as a nonbenzenoid analog of biogenic amine.
• The Thermal Reaction of 3-Benzoylguaiazulene and Methyl Guaiazulene-3-carboxylate
• The Reaction of Cadalene and Eudalene with Sulfur

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